Historic District Holidays from £1,973

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Your Historic District Holiday

Whatever your style of travel, you can see and do more with a personalized Historic District holiday package. Spend your escape uncovering this neighbourhood's history and its other delights. Hoping to see the sights during your trip to Historic District? Make sure you stop by nearby attractions like U.S. Naval Academy, Maryland State House and William Paca House. Don't just think about it — make it happen! Lock in your perfect Historic District holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
Property in secluded area. Nice landscape

Reviewed on 5 Aug 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
Everything was top notch. You don’t find this service and attention to detail anymore,

Reviewed on 7 Aug 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,824 reviews)
Excellent location for downtown and Acadamy access. Really enjoyed the history of the location and the displays. Staff was wonderful!

Reviewed on 7 Aug 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
We had a wonderful stay at THE GRADUATE. We will definitely return when we visit Annapolis.

Reviewed on 6 Aug 2025

The Ivy Hotel

The Ivy Hotel

5 out of 5
Midtown
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
10/10 Exceptional! (181 reviews)
My husband and I travel all around the world. We decided to celebrate his milestone birthday and retirement at The Ivy, which had been on our bucket list for a while. My goodness! It's the best hotel we've ever visited. If there were such a thing as a six star hotel, this would be it. The rooms, the luxurious touches, the service, the thoughtful design, the food, the ammenities--all perfection. No detail was overlooked. Everyone on the staff greeted us by name. Their car service was able to take us anywhere witinin a 3-mile radius, so we were able to valet park on arrival and not have to drive anywhere ourselves until we left. They have a no tipping policy. The room is stocked with wine, coffee, tea, local beers, sparkling water, etc. (all complimentary). They anticipated our needs and made our stay magical. We hope to return soon. Shout out to our servers, Anthony, April, and Jackie; our driver Chris; our consierge James. Well done one and all.

Reviewed on 7 Jul 2025

Where to stay in Historic District

Find the best Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Historic District
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Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Find hotels in Eastport

Top hotels in Historic District

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,826 reviews)
Historic and charming in a great location.
"If you’re looking for a place with genuine historic charm in the heart of Annapolis, this hotel delivers. From the moment you arrive, it’s clear you’re stepping into a property with character—original architectural details, creaky wooden floors, and period-style furnishings that really bring out ..."

Reviewed on 5 Aug 2025

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Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is £202 per night from 17 Aug to 18 Aug
£202
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (851 reviews)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."

Reviewed on 5 Aug 2025

Annapolis Waterfront Hotel, Autograph Collection
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2 out of 5
86 State Cir, Annapolis, MD
The price is £219 per night from 13 Aug to 14 Aug
£219
13 Aug - 14 Aug
includes taxes & fees
86 State Circle - Luxury Boutique Hotel
See all 1,270 properties in Historic District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Historic District travel package cost?
From as little as £1,973. Yes, you read that correctly. Our Historic District travel packages are the best way to make your budget last longer. Combine your favourite flights, hotels and rental car and explore this popular destination.
If I'm not able to travel, can I cancel my Historic District travel package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Historic District travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Historic District?
Just think of all the wonderful things you could do in Historic District with a pile of extra cash in your pocket. Watch your savings stack up when you combine your airfare and hotel bookings into a Historic District travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 air carriers and 1,000,000 properties throughout the world. Whether you're heading off with the family or surprising your special someone, planning a getaway to Historic District is better with a package.
Does Expedia offer Book Now, Pay Later Historic District holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this option. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Historic District?
A trip to Historic District isn't complete until you've seen U.S. Naval Academy and Maryland State House. Stay within walking distance and easily access these famous sights.
What are the top hotels in Historic District?
Book a room at Graduate Annapolis. It's one of the neighbourhood's most in-demand properties. Another well-known option in Historic District is Historic Inns of Annapolis.
How far in advance should I book my Historic District holiday?
To bag discount prices, book ASAP. Airlines generally start selling tickets, along with some of the lowest fares, nearly a year in advance. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Historic District, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Historic District travel package include?
Expedia has all you need to book your Historic District escape, but what goes into your package is entirely up to you. Pick from a combination of flights, rental cars and hotels. After some activities to keep you entertained? Once you've made your booking, you can add them on too. Whatever your budget, there's a package deal to suit your needs.
What should I know before booking a Historic District travel package?
So many places to go, so many things to do. With a travel package, you'll be able to cross more of them off your list. Combine your flights, rental cars and hotels and land big savings.
Can I choose my airline with a Historic District Expedia travel package?
You can, and with more than 550 airlines to pick from around the world, you're not short on choice. Take a look at the available options and find out which airline best fits your budget and needs.

Popular places to visit

Hammond-Harwood House

Hammond-Harwood House

Explore the well-preserved interior of this 18th-century residence, which features antique furniture, period décor and prized paintings by Charles Willson Peale.

Hammond-Harwood House

Things to do

Food Tour Plate

Historic Annapolis Food Tour

£59
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

£19
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

£22
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Annapolis

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.